171037-07-3Relevant academic research and scientific papers
Readily Available [2.2.2]-Bicyclooctadienes as New Chiral Ligands for Ir(I): Catalytic, Kinetic Resolution of Allyl Carbonates
Fischer, Christian,Defieber, Christian,Suzuki, Takeyuki,Carreira, Erick M.
, p. 1628 - 1629 (2004)
We report an Ir(I)-catalyzed kinetic resolution of secondary allylic carbonates allowing for their isolation in up to 98% ee. Importantly, the study documents the synthesis and use of a new class of chiral [2.2.2]-bicyclooctadiene ligands for iridium. Cop
Substituent effects on the amination of racemic allyl carbonates using commercially available chiral rhodium catalysts
Atallah, Timothy,Blankespoor, Ronald L.,Homan, Philip,Hulderman, Chase,Samas, Brian M.,Van Allsburg, Kurt,Vrieze, Derek C.
, p. 5795 - 5798 (2013/10/01)
In the presence of commercially available chiral rhodium catalysts, a competitive benzy lamination of racemic allyl carbonates, substituted with p-X-Ph groups, shows that the reaction proceeds faster with substituents (X) that are more electron-withdrawing. Mechanistic implications of these results are discussed.
Regiocontrol and Stereoselectivity in Tungsten-Bipyridine Catalysed Allylic Alkylation
Lehmann, Juerg,Lloyd-Jones, Guy C.
, p. 8863 - 8874 (2007/10/03)
Tungsten-bipyridine complexes, generated in situ, catalyse the allylic alkylation of isocinnamyl methyl carbonate by dimethyl sodiomalonate with complete syn-stereoselectivity.When para substituted aryl-allyl methyl carbonates are employed, the regioselectivity correlates with Swain-Lupton parameters.Cross-over experiments demonstrate that the reactions do not proceed via the conventional 0> -> II allyl>+ -> 0 allyl-Nu> catalytic cycle.
